Hydrochloric Acid → HCID 20026909, compound

HRID 1722606Notes

Reaction equation

HRID 1722606 reaction equation
[CH:1]([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[S:11]([NH2:14])(=[O:13])=[O:12])=[C:2]=[CH2:3].[CH3:15][O:16][C:17]1[N:22]=[C:21]([CH3:23])[N:20]=[C:19]([N:24](C2C=CC=CC=2)[C:25](=O)[O-:26])[N:18]=1.N12CCCN=C1CCCCC2.Cl>O.O1CCOCC1>[CH:1]([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[S:11]([NH:14][C:25]([NH:24][C:19]1[N:18]=[C:17]([O:16][CH3:15])[N:22]=[C:21]([CH3:23])[N:20]=1)=[O:26])(=[O:12])=[O:13])=[C:2]=[CH2:3]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 199952694-Methoxy-6-methyl-1,3,5-triazin-2-ylphenylcarbamateHCID 20026907HCID 20026907, compound

Product 1

HCID 20026909HCID 20026909, compoundYield 59.4%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

A mixture of 1.7 g of 2-allenyloxyphenylsulfonamide, 2.08 g of 4-methoxy-6-methyl-1,3,5-triazin-2-ylphenylcarbamate, 1.22 g of 1,8-diazabicyclo[5.4.0]undec-7-ene (1.5-5) and 150 ml of absolute dioxane is stirred for 4 hours at 20°-25° C. The reaction mixture is poured into water and, after adjusting the pH 6 by the dropwise addition of 10% hydrochloric acid, extracted with ethyl acetate. The organic phase is dried and concentrated by evaporation. The residue is crystallised from ethyl acetate to give 1.8 g of the title compound of m.p. 150°-151° C. (dec.

Workup

  1. extractionextracted with ethyl acetate
  2. customThe organic phase is dried
  3. concentrationconcentrated by evaporation
  4. customThe residue is crystallised from ethyl acetate

Sources & evidence

ORD record
ord-cf1169474e474bfaa21beec2efef816e
Source dataset
uspto-grants-1989_08
Patent number
US04857100

Reaction notes

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